(S)-N-hydroxy-4-(4-methoxyphenylsulfonyl)-1,4-thiazepane-3-carboxamide

ID: ALA4067375

PubChem CID: 137632487

Max Phase: Preclinical

Molecular Formula: C13H18N2O5S2

Molecular Weight: 346.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(S(=O)(=O)N2CCCSC[C@@H]2C(=O)NO)cc1

Standard InChI:  InChI=1S/C13H18N2O5S2/c1-20-10-3-5-11(6-4-10)22(18,19)15-7-2-8-21-9-12(15)13(16)14-17/h3-6,12,17H,2,7-9H2,1H3,(H,14,16)/t12-/m1/s1

Standard InChI Key:  MRZSOAZZNSUPLS-GFCCVEGCSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   10.7547   -7.3293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5787   -7.3335    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.1703   -6.6177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2961   -6.9215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0086   -7.3378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7219   -6.9264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7223   -6.1014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0036   -5.6896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2933   -6.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4354   -5.6885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1496   -6.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1563   -8.1639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1539   -7.3398    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4439   -8.5779    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7290   -8.1680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8694   -8.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5825   -8.1576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.3578   -8.4558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7504   -9.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6099   -9.2439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3192   -9.9991    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.1459   -9.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
 17  2  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  7 10  1  0
 10 11  1  0
 16 12  1  6
 12 13  2  0
 12 14  1  0
 14 15  1  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 18 20  1  0
 19 21  1  0
 20 22  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4067375

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 346.43

Molecular Weight (Monoisotopic): 346.0657

AlogP: 0.70

#Rotatable Bonds: 4

Polar Surface Area: 95.94

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.70

CX Basic pKa: ┄

CX LogP: 0.33

CX LogD: 0.30

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.62

Np Likeness Score: -1.58

References

1. Talele TT..  (2018)  Natural-Products-Inspired Use of the gem-Dimethyl Group in Medicinal Chemistry.,  61  (6): [PMID:28850227] [10.1021/acs.jmedchem.7b00315]

Source

Source(1):

• Scientific Literature